1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine

Base Information

• Chemical Name: 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine
• CAS No.: 51884-98-1
• Molecular Formula: C₆₃H₆₉N₇O₂₂
• Molecular Weight: 1276.27

Synonyms:

Chemical Property of 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine

There total 12 articles about 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(4aS)-6c-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-2,2,7-trimethyl-(4ar,6at,9ac,9bt)-hexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-8-one (51884-92-5,63934-88-3) → 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O4,O5-cyclohexane-1,1-diyl-O6-[(5R)-9c-(O4,O6-dibenzoyl-N,O3-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine (51884-98-1,55820-60-5)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. AcOH

2: Py

3: H₂O / acetone / Heating

4: Py, Et₃N

5: H₂ / Pd / dioxane

6: SOCl₂

7: (i) Ag₂CO₃, AgClO₄, molecular sieve 3A, benzene, (ii) /BRN= 601537/

With pyridine; thionyl chloride; water; hydrogen; acetic acid; triethylamine; palladium; In 1,4-dioxane; acetone;

DOI:10.1246/bcsj.48.563

Reference yield:

(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one (51884-93-6) → 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O4,O5-cyclohexane-1,1-diyl-O6-[(5R)-9c-(O4,O6-dibenzoyl-N,O3-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine (51884-98-1,55820-60-5)

Guidance literature:

Multi-step reaction with 6 steps

1: Py

2: aq. NaOH

3: Py

4: H₂ / Pd / dioxane

5: SOCl₂

6: (i) Ag₂CO₃, AgClO₄, molecular sieve 3A, benzene, (ii) /BRN= 601537/

With pyridine; sodium hydroxide; thionyl chloride; hydrogen; palladium; In 1,4-dioxane;

DOI:10.1246/bcsj.48.563

Reference yield:

(3aS)-7t-benzoyloxy-6c-benzoyloxymethyl-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one (51884-94-7) → 1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O4,O5-cyclohexane-1,1-diyl-O6-[(5R)-9c-(O4,O6-dibenzoyl-N,O3-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine (51884-98-1,55820-60-5)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH

2: Py

3: H₂ / Pd / dioxane

4: SOCl₂

5: (i) Ag₂CO₃, AgClO₄, molecular sieve 3A, benzene, (ii) /BRN= 601537/

With pyridine; sodium hydroxide; thionyl chloride; hydrogen; palladium; In 1,4-dioxane;

DOI:10.1246/bcsj.48.563

upstream raw materials:

1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-streptamine

(3aS)-7t-benzoyloxy-6c-benzoyloxymethyl-4t-((5R)-8t-chloro-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

(4aS)-6c-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-2,2,7-trimethyl-(4ar,6at,9ac,9bt)-hexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-8-one

(5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yl O⁴,O⁶-isopropylidene-2-methylamino-α-L-2-deoxy-glucopyranoside

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